DE69032761T2 - HYDROXY ARYL METAL CHELATE FOR IMAGING FOR NMR DIAGNOSTICS - Google Patents
HYDROXY ARYL METAL CHELATE FOR IMAGING FOR NMR DIAGNOSTICSInfo
- Publication number
- DE69032761T2 DE69032761T2 DE69032761T DE69032761T DE69032761T2 DE 69032761 T2 DE69032761 T2 DE 69032761T2 DE 69032761 T DE69032761 T DE 69032761T DE 69032761 T DE69032761 T DE 69032761T DE 69032761 T2 DE69032761 T2 DE 69032761T2
- Authority
- DE
- Germany
- Prior art keywords
- iii
- nitrogens
- ligand
- hydroxy
- nmr
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01R—MEASURING ELECTRIC VARIABLES; MEASURING MAGNETIC VARIABLES
- G01R33/00—Arrangements or instruments for measuring magnetic variables
- G01R33/20—Arrangements or instruments for measuring magnetic variables involving magnetic resonance
- G01R33/44—Arrangements or instruments for measuring magnetic variables involving magnetic resonance using nuclear magnetic resonance [NMR]
- G01R33/48—NMR imaging systems
- G01R33/54—Signal processing systems, e.g. using pulse sequences ; Generation or control of pulse sequences; Operator console
- G01R33/56—Image enhancement or correction, e.g. subtraction or averaging techniques, e.g. improvement of signal-to-noise ratio and resolution
- G01R33/5601—Image enhancement or correction, e.g. subtraction or averaging techniques, e.g. improvement of signal-to-noise ratio and resolution involving use of a contrast agent for contrast manipulation, e.g. a paramagnetic, super-paramagnetic, ferromagnetic or hyperpolarised contrast agent
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/06—Nuclear magnetic resonance [NMR] contrast preparations; Magnetic resonance imaging [MRI] contrast preparations
Abstract
An NMR contrast agent composition contains a complex of a selected metal ion and a selected ligand. The ion is selected from the group consisting of gadolinium (III), iron (III), manganese (II), manganese (III), chromium (III), copper (II), dysprosium (III), terbium (III), holmium (III), erbium (III), europium (II), and europium (III); and the ligand is a linear two-nitrogen compound having one 2-hydroxy-aryl group at one of the nitrogens; or the ligand is a linear two-nitrogen compound having one or two 2-hydroxy-aryl groups at each of the nitrogens; or the ligand is a linear three-, four-, or five-nitrogen compound having one or two 2-hydroxy-aryl substituents at each of one or more of the nitrogens, or the ligand is a heterocyclic compound having a ring containing three or four nitrogens, and having a 2-hydroxy-aryl substituent at one or more of the nitrogens; or the ligand is a heterocyclic compound having a ring containing 4 nitrogens, and having a carboxyl group at two of the nitrogens and an aromatic substituent at the other two of the nitrogens. Also, a method for enhancing the contrast in NMR imaging in a patient includes steps of preparing an NMR contrast enhancing agent by mixing an NMR contrast compound of the invention with a pharmaceutically acceptable carrier, introducing the NMR contrast enhancing agent into the patient, and subjecting the patient to NMR imaging.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US39973789A | 1989-08-28 | 1989-08-28 | |
PCT/US1990/004887 WO1991003200A1 (en) | 1989-08-28 | 1990-08-28 | Hydroxy-aryl metal chelates for diagnostic nmr imaging |
Publications (2)
Publication Number | Publication Date |
---|---|
DE69032761D1 DE69032761D1 (en) | 1998-12-17 |
DE69032761T2 true DE69032761T2 (en) | 1999-04-22 |
Family
ID=23580762
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69032761T Expired - Fee Related DE69032761T2 (en) | 1989-08-28 | 1990-08-28 | HYDROXY ARYL METAL CHELATE FOR IMAGING FOR NMR DIAGNOSTICS |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP0489869B1 (en) |
JP (1) | JPH05503072A (en) |
AT (1) | ATE173336T1 (en) |
CA (1) | CA2065290C (en) |
DE (1) | DE69032761T2 (en) |
HK (1) | HK1012707A1 (en) |
WO (1) | WO1991003200A1 (en) |
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US5250285A (en) * | 1985-05-08 | 1993-10-05 | The General Hospital Corporation | Hydroxy-aryl metal chelates for diagnostic NMR imaging |
US5562894A (en) * | 1991-08-09 | 1996-10-08 | Regents Of The University Of California | Amino-acyl-type and catecholamine-type contrast agents for MRI |
DE4136489A1 (en) * | 1991-11-06 | 1993-05-13 | Bayer Ag | NEW DIETHYLENTRIAMINE DERIVATIVES AND THEIR USE FOR DIAGNOSTIC AND THERAPEUTIC PURPOSES |
US5532006A (en) * | 1993-04-23 | 1996-07-02 | The Board Of Trustees Of The University Of Illinois | Magnetic gels which change volume in response to voltage changes for MRI |
US5480970A (en) * | 1993-12-22 | 1996-01-02 | Resolution Pharmaceuticals | Metal chelators |
US5569745A (en) * | 1994-02-25 | 1996-10-29 | Resolution Pharmaceuticals Inc. | Peptide-Chelator conjugates |
US5582814A (en) * | 1994-04-15 | 1996-12-10 | Metasyn, Inc. | 1-(p-n-butylbenzyl) DTPA for magnetic resonance imaging |
TW319763B (en) | 1995-02-01 | 1997-11-11 | Epix Medical Inc | |
NZ331629A (en) | 1996-04-01 | 2000-04-28 | Epix Medical Inc | Bioactivated diagnostic imaging contrast agents |
AU2002241576A1 (en) * | 2000-11-20 | 2002-06-11 | Board Of Regents University Of Texas System | Paramagnetic metal ion-based macrocyclic contrast agents |
US7261876B2 (en) | 2002-03-01 | 2007-08-28 | Bracco International Bv | Multivalent constructs for therapeutic and diagnostic applications |
US8623822B2 (en) | 2002-03-01 | 2014-01-07 | Bracco Suisse Sa | KDR and VEGF/KDR binding peptides and their use in diagnosis and therapy |
SI2301587T1 (en) | 2002-03-01 | 2014-11-28 | Dyax Corp. | KDR and VEGF/KDR binding peptides and their use in diagnosis |
WO2004065621A1 (en) | 2002-03-01 | 2004-08-05 | Dyax Corp. | Kdr and vegf/kdr binding peptides and their use in diagnosis and therapy |
US7794693B2 (en) | 2002-03-01 | 2010-09-14 | Bracco International B.V. | Targeting vector-phospholipid conjugates |
US7226577B2 (en) | 2003-01-13 | 2007-06-05 | Bracco Imaging, S. P. A. | Gastrin releasing peptide compounds |
ES2692166T3 (en) | 2003-03-03 | 2018-11-30 | Dyax Corp. | Peptides that specifically bind to the HGF receptor (cMet) and uses thereof |
WO2010107832A1 (en) | 2009-03-17 | 2010-09-23 | Bracco Imaging Spa | Lhrh-ii peptide analogs |
AR075900A1 (en) | 2009-03-19 | 2011-05-04 | Wyeth Llc | METHODS FOR THE PREPARATION OF ACIDS (2- (8,9-DIOXO-2,6-DIAZABICICLIC (5.2.0) NON-1 (7) -EN-2-IL) ETIL) PHOSPHONIC AND ITS PRECURSORS. |
WO2010121133A2 (en) | 2009-04-17 | 2010-10-21 | The General Hospital Corporation | Multimodal imaging of fibrin |
US20110077396A1 (en) * | 2009-09-30 | 2011-03-31 | General Electric Company | Intermediates for hydroxylated contrast enhancement agents |
US8378134B2 (en) | 2009-09-30 | 2013-02-19 | General Electric Company | Hydroxylated contrast enhancement agents |
US8722020B2 (en) * | 2010-03-31 | 2014-05-13 | General Electric Company | Hydroxylated contrast enhancement agents |
JP6297440B2 (en) * | 2013-07-31 | 2018-03-20 | キヤノンメディカルシステムズ株式会社 | Contrast agent |
WO2015038968A1 (en) | 2013-09-13 | 2015-03-19 | The General Hospital Corporation | Activatable fibrin-binding probes |
WO2015171543A1 (en) | 2014-05-05 | 2015-11-12 | California Institute Of Technology | Mutant akt-specific capture agents, compositions, and methods of using and making |
WO2015196208A2 (en) | 2014-06-20 | 2015-12-23 | The General Hospital Corporation | Collagen targeted imaging probes |
CN107624115B (en) | 2015-03-16 | 2021-10-26 | 加州理工学院 | Botulinum neurotoxin specific capture agents, compositions, methods of use, and methods of manufacture |
CN104910030B (en) * | 2015-05-14 | 2018-03-23 | 石家庄杰克化工有限公司 | A kind of synthesis technique of high purity ethanol amine amino carboxy chelating agent |
EP3101012A1 (en) | 2015-06-04 | 2016-12-07 | Bayer Pharma Aktiengesellschaft | New gadolinium chelate compounds for use in magnetic resonance imaging |
CN108290927B (en) | 2015-07-15 | 2022-06-24 | 加州理工学院 | IL-17F-specific capture agents, compositions, and methods of use and manufacture |
US9829474B2 (en) * | 2015-10-16 | 2017-11-28 | General Electric Company | Acetate complexes and methods for acetate quantification |
US20170319722A1 (en) | 2016-04-04 | 2017-11-09 | Indi Molecular, Inc. | Cd8-specific capture agents, compositions, and methods of using and making |
US11884707B2 (en) | 2016-09-29 | 2024-01-30 | Regeneron Pharmaceuticals, Inc. | Compositions for detection, inhibition and imaging of indoleamine 2, 3-dioxygenase 1 (IDO1) and methods of making and using same |
WO2018085375A1 (en) | 2016-11-01 | 2018-05-11 | Ohio State Innovation Foundation | Methods for the iodination of biomolecules |
JP7034160B2 (en) | 2016-11-28 | 2022-03-11 | バイエル・ファルマ・アクティエンゲゼルシャフト | High relaxation gadolinium chelate compound for use in magnetic resonance imaging |
US11719705B2 (en) | 2017-06-15 | 2023-08-08 | Indi Molecular, Inc. | IL-17F and IL-17A-specific capture agents, compositions, and methods of using and making |
US11919972B2 (en) | 2018-11-02 | 2024-03-05 | Regeneron Pharmaceuticals, Inc. | Peptide libraries with non-canonical amino acids |
US11638764B2 (en) | 2018-11-08 | 2023-05-02 | Indi Molecular, Inc. | Theranostic capture agents, compositions, and methods of using and making |
SG11202104657RA (en) | 2018-11-23 | 2021-06-29 | Bayer Ag | Formulation of contrast media and process of preparation thereof |
US20200291391A1 (en) | 2019-03-12 | 2020-09-17 | Indi Molecular, Inc. | Cross-linked epitopes and methods of use thereof |
US20200371101A1 (en) | 2019-05-20 | 2020-11-26 | Indi Molecular, Inc. | Compositions and methods relating to detection, inhibition, and imaging of indoleamine 2,3-dioxygenase 1 (ido1) |
US11414460B2 (en) | 2019-07-19 | 2022-08-16 | Institute For Systems Biology | KRAS-specific capture agents, compositions, and methods of making and using |
KR20230017207A (en) | 2020-04-30 | 2023-02-03 | 사이로파 비.브이. | Anti-CD103 antibody |
WO2022098745A1 (en) | 2020-11-03 | 2022-05-12 | Indi Molecular, Inc. | Compositions, delivery systems, and methods useful in tumor therapy |
WO2022098743A1 (en) | 2020-11-03 | 2022-05-12 | Indi Molecular, Inc. | Compositions, imaging, and therapeutic methods targeting folate receptor 1 (folr1) |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3632637A (en) * | 1968-02-13 | 1972-01-04 | Arthur E Martell | Hydroxyaryl-containing aminocarboxylic chelating agents |
FR2354993A1 (en) * | 1976-06-16 | 1978-01-13 | Dabeer | Soil-modifying hydroxyalkyl-alkylenediamine-acetic acid prepn. - by reacting the prod. of alkali salt of hydroxyethyl-alkylenediamine-acetic acid and formaldehyde with phenolic acid cpd. |
US4687658A (en) * | 1984-10-04 | 1987-08-18 | Salutar, Inc. | Metal chelates of diethylenetriaminepentaacetic acid partial esters for NMR imaging |
US4639365A (en) * | 1984-10-18 | 1987-01-27 | The Board Of Regents, The University Of Texas System | Gadolinium chelates as NMR contrast agents |
US4746507A (en) * | 1985-04-02 | 1988-05-24 | Salutar, Inc. | EDHPA based contrast agents for MR imaging, apparatus and methods |
US4899755A (en) * | 1985-05-08 | 1990-02-13 | The General Hospital Corporation | Hepatobiliary NMR contrast agents |
US4880008A (en) * | 1985-05-08 | 1989-11-14 | The General Hospital Corporation | Vivo enhancement of NMR relaxivity |
US4885363A (en) * | 1987-04-24 | 1989-12-05 | E. R. Squibb & Sons, Inc. | 1-substituted-1,4,7-triscarboxymethyl-1,4,7,10-tetraazacyclododecane and analogs |
EP0232751B1 (en) * | 1986-01-23 | 1991-09-11 | E.R. Squibb & Sons, Inc. | 1-substituted-4,7,10-triscarboxymethyl-1,4,7,10-tetraazacyclododecane and analogs |
GB2205128A (en) * | 1987-05-22 | 1988-11-30 | Daniel Stefanini | Pumps |
GB8719042D0 (en) * | 1987-08-12 | 1987-09-16 | Parker D | Conjugate compounds |
GB8719041D0 (en) * | 1987-08-12 | 1987-09-16 | Parker D | Conjugate compounds |
DE3728600A1 (en) * | 1987-08-27 | 1989-03-09 | Hoechst Ag | METHOD FOR MARKING SUBSTANCES WITH TECHNETIUM OR RHENIUM |
AU634167B2 (en) * | 1988-06-24 | 1993-02-18 | Dow Chemical Company, The | Macrocyclic bifunctional chelants, complexes thereof and their antibody conjugates |
BR8907282A (en) * | 1988-12-23 | 1991-03-12 | Dow Chemical Co | PROCESS TO PREPARE METAL COMPLEXES OPERATED WITH ISOTIOCIANATE |
FR2643370B1 (en) * | 1989-02-22 | 1991-08-23 | Air Liquide | POLYAZOTO DERIVATIVES AND THEIR METAL COMPLEXES FOR USE IN FIXING OXYGEN |
-
1990
- 1990-08-28 DE DE69032761T patent/DE69032761T2/en not_active Expired - Fee Related
- 1990-08-28 JP JP2513710A patent/JPH05503072A/en active Pending
- 1990-08-28 EP EP90914613A patent/EP0489869B1/en not_active Expired - Lifetime
- 1990-08-28 CA CA002065290A patent/CA2065290C/en not_active Expired - Fee Related
- 1990-08-28 WO PCT/US1990/004887 patent/WO1991003200A1/en active IP Right Grant
- 1990-08-28 AT AT90914613T patent/ATE173336T1/en not_active IP Right Cessation
-
1998
- 1998-12-16 HK HK98113763A patent/HK1012707A1/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
CA2065290A1 (en) | 1991-03-01 |
EP0489869A1 (en) | 1992-06-17 |
JPH05503072A (en) | 1993-05-27 |
ATE173336T1 (en) | 1998-11-15 |
HK1012707A1 (en) | 1999-08-06 |
EP0489869A4 (en) | 1993-03-17 |
CA2065290C (en) | 2000-12-12 |
WO1991003200A1 (en) | 1991-03-21 |
EP0489869B1 (en) | 1998-11-11 |
DE69032761D1 (en) | 1998-12-17 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
8364 | No opposition during term of opposition | ||
8339 | Ceased/non-payment of the annual fee |